2,4-dihydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-methoxy-3-methylbenzaldehyde

Details

• Internal ID: 30621977-a879-4671-9ce5-3a4590af4048
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 2,4-dihydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-methoxy-3-methylbenzaldehyde
• InChI: InChI=1S/C18H16O6/c1-10-16(22)13(9-19)18(24-2)15(17(10)23)14(21)8-5-11-3-6-12(20)7-4-11/h3-9,20,22-23H,1-2H3/b8-5+
• InChI Key: VAHYYQVCMVBIPU-VMPITWQZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	+	0.6254	62.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8180	81.80%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.8209	82.09%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	+	0.5672	56.72%
P-glycoprotein inhibitior	-	0.7732	77.32%
P-glycoprotein substrate	-	0.8089	80.89%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	+	0.6118	61.18%
CYP2C9 inhibition	+	0.7867	78.67%
CYP2C19 inhibition	+	0.7984	79.84%
CYP2D6 inhibition	-	0.7727	77.27%
CYP1A2 inhibition	+	0.9139	91.39%
CYP2C8 inhibition	+	0.7121	71.21%
CYP inhibitory promiscuity	+	0.7325	73.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7501	75.01%
Carcinogenicity (trinary)	Non-required	0.7153	71.53%
Eye corrosion	-	0.9788	97.88%
Eye irritation	+	0.5457	54.57%
Skin irritation	-	0.7251	72.51%
Skin corrosion	-	0.8446	84.46%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4917	49.17%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6062	60.62%
skin sensitisation	-	0.8197	81.97%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7009	70.09%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.8215	82.15%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	+	0.6001	60.01%
Glucocorticoid receptor binding	+	0.7947	79.47%
Aromatase binding	+	0.6967	69.67%
PPAR gamma	+	0.7347	73.47%
Honey bee toxicity	-	0.9344	93.44%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9907	99.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.90%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.40%	96.00%
CHEMBL3194	P02766	Transthyretin	90.24%	90.71%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.50%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.41%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.66%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.22%	94.73%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	81.71%	98.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.56%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.48%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.08%	96.09%

Plants that contains it

• Syzygium nervosum

Cross-Links

• PubChem: 25155519
• LOTUS: LTS0164984
• wikiData: Q105282736